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从一种未充分利用的蔬菜中分离出的黄酮类化合物具有单胺A和B抑制作用及抗炎作用及其构效关系。

Flavonoids Isolated from , an Underutilized Vegetable, Exert Monoamine A & B Inhibitory and Anti-inflammatory Effects and Their Structure-activity Relationship.

作者信息

Bello Oluwasesan M, Ogbesejana Abiodun B, Adetunji Charles Oluwaseun, Oguntoye Stephen O

机构信息

Federal University Dutsin-Ma, Department of Applied Chemistry, Katsina State, Nigeria.

University of Ilorin, Department of Chemistry, Kwara State, Nigeria.

出版信息

Turk J Pharm Sci. 2019 Dec;16(4):437-443. doi: 10.4274/tjps.galenos.2018.46036. Epub 2019 Nov 11.

DOI:10.4274/tjps.galenos.2018.46036
PMID:32454747
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7227889/
Abstract

OBJECTIVES

belongs to family Lamiaceae; it consists of flowering plants and it is also called the mint family. The Yoruba people of southwest Nigeria called it "Oriri" or "Efo oriri". This plant is classified as an underutilized vegetable and little is known about its phytochemistry or its biological evaluations.

MATERIALS AND METHODS

Methanol extracts of the dried leaves and stem of the plant were subjected to fractionation and isolation using vacuum layer and column chromatography methods. The structures of the compounds were elucidated using spectroscopic techniques including IR, 1D-, and 2D-NMR and by comparison with the data reported in the literature. They were evaluated for the inhibition of monoamine recombinant human MAO-A and -B and anti-inflammatory activities.

RESULTS

Three known flavonoids were isolated from the methanolic extract of the leaves of for the first time to the best of our knowledge, i.e. isoorientin , orientin , and isovitexin . Most of the isolated compounds showed selective inhibition of monoamine oxidase B, inhibition of MAO-B by isoorientin and orientin were 9-fold more potent (IC (μg/mL) of 11.08 and 11.04) compared to the inhibition of MAO-A (IC (μg/mL) of ˃100), while clorgyline and deprenyl were used as positive standards. The isolated flavonoids displayed good activity against the NF-ﭏb assay with IC (μg/mL) of 8.9, 12, and 18. This study establishes a link between the structure and the biological activities on the basis of the different patterns of substitution, particularly the C2=C3 double bond and the position of glucose moiety.

CONCLUSION

This study is the first to establish the phytochemistry of the polar part of and the anti-inflammatory and neuroprotective role of these isolated compounds.

摘要

目的

属于唇形科;由开花植物组成,也被称为薄荷科。尼日利亚西南部的约鲁巴人称之为“奥里里”或“埃福奥里里”。这种植物被归类为未充分利用的蔬菜,对其植物化学或生物学评价知之甚少。

材料与方法

采用真空层和柱色谱法对该植物干燥叶和茎的甲醇提取物进行分离和纯化。利用红外光谱、一维和二维核磁共振等光谱技术,并与文献报道的数据进行比较,阐明化合物的结构。对它们进行了抑制单胺重组人MAO - A和 - B以及抗炎活性的评价。

结果

据我们所知,首次从该植物叶的甲醇提取物中分离出三种已知的黄酮类化合物,即异荭草素、荭草素和异牡荆素。大多数分离出的化合物对单胺氧化酶B有选择性抑制作用,异荭草素和荭草素对MAO - B的抑制作用(IC(μg/mL)为11.08和11.04)比抑制MAO - A(IC(μg/mL)>100)强9倍,而氯吉兰和司来吉兰用作阳性对照。分离出的黄酮类化合物对NF-κB检测显示出良好的活性,IC(μg/mL)为8.9、12和18。本研究基于不同的取代模式,特别是C2 = C3双键和葡萄糖部分的位置,建立了结构与生物活性之间的联系。

结论

本研究首次确定了该植物极性部分的植物化学以及这些分离化合物的抗炎和神经保护作用。

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